Synthesis of the tetrasaccharide Glc α (1→3) Man α (1→2) Man α (1→2) Man α (OMe) as inhibitor of calnexin binding to GlcMan9GlcNAc2

被引:8
作者
Cherif, S [1 ]
Clavel, JM [1 ]
Monneret, C [1 ]
机构
[1] Inst Curie, CNRS, UMR 176, Sect Rech, F-75248 Paris 05, France
关键词
D O I
10.1081/CAR-120003743
中图分类号
Q5 [生物化学]; Q7 [分子生物学];
学科分类号
071010 ; 081704 ;
摘要
Tetrasaccharide GlcMan(3) is an inhibitor of GlcMan(9)GlcNAc(2) binding to calnexin, a chaperone protein involved in CFTR-DeltaF 508 retention. A convergent route to its methyl glycoside, the title tetrasaccharide, was developed. The key building block Glc alpha (1-->3) Man 6 was stereoselectively obtained by condensation of a trichloroacetimidate glucosyl donor with an ethyl thiomannopyranoside acceptor. Di-mannose moiety 10 and final compound 12 resulted from thioglycoside activations.
引用
收藏
页码:123 / 130
页数:8
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